Upside

Welcome to Villa Up Side, a contemporary 3-bedroom villa located in Pointe Milou within minutes of the beach and shopping. Nestled in the hillside above the Christopher Hotel, this property features stunning views over Lorient Bay and the offshore islands of Île Toc Vers, Île Fregate, and Île Bonhomme. Newly-renovated, Villa Up Side seamlessly combines its gorgeous indoor and outdoor living areas.

The interior is modern and chic, with vaulted ceilings, earthy tones, and furnishings that pop with color. Outside, views of the Caribbean and the bays of St. Barts await. Unwinding and relaxing in the living room is easy, with comfortable seating facing out towards the pool and ocean.

The soft sofas are ideal for your morning coffee, settling in with a book, or conversation with friends and family. Villa Up Side’s kitchen opens to the pool area and offers a breakfast bar, which seats 4 guests. Well-equipped, you’ll have everything you need to prepare meals during your stay.

Our concierge can even organize grocery pre-stocking or delivery, catered meals, or arrange a private chef service for a special occasion. The villa’s dining table has enough space for 8 guests, making it the ideal setting for entertaining in the evening. Afterward, it’s also a great spot for a late-night card game or nightcap before bed.

The master bedroom is located on the main level, with a plush king-sized bed, spacious ensuite, and direct access to the outdoor terrace. Staircases both inside and out lead down to the lower level, where you’ll find the final 2 bedrooms. Both bedrooms come with a king-sized bed, private ensuite bathrooms, and ocean views.

All bedrooms also have a TV, letting you unwind at night with a movie from underneath the sheets. Outside, the focal point of Villa Up Side is its infinity-edge pool. Reaching towards the edge of the deck towards the ocean below, it’s seemingly suspended in mid-air.

Chairs and sunbeds offer relaxing spots to sunbathe, enjoy a cool drink, and enjoy the view. The deck wraps around the villa, with another lounge area off the kitchen side of the house. This is also where you’ll find the gas grill, letting you host some island-style cookouts.

Grilling up fresh fish while the sun sets over the undulating tropical hills of St. Barts is exactly what life in the Caribbean is all about. If you’re craving a day on the sand, Lorient Bay Beach is a 5-minute drive. With soft, golden sand and striking turquoise water, it’s a dreamy locale for swimming, sunbathing, and snorkeling.

For something a bit quieter, 5 minutes in the other direction is Marigot Bay Beach. Shopping, groceries, and restaurants are 10 minutes away in the town of St. Jean. The capital, Gustavia, is a 20-minute drive.

During the December holidays, the villa rents at full occupancy rates regardless of how many bedrooms are used.